(1S,7aR)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-indene-1-carbaldehyde | 260048-60-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,7aR)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-indene-1-carbaldehyde
• 英文别名: (1S,7aR)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-1-carbaldehyde；(1S,7aR)-7a-methyl-5-oxo-2,3,6,7-tetrahydro-1H-indene-1-carbaldehyde
• CAS: 260048-60-0
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: HXGPRLPKZFPVPW-KOLCDFICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S,7aR)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-indene-1-carbaldehyde 在 盐酸 作用下， 以 乙醇 、 苯 为溶剂， 反应 2.25h， 生成 methyl [(1R,7aR)-5-guanylhydrazono-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl]acrylate
  参考文献：
  名称：

  Synthesis and inotropic activity of hydroindene derivatives

  摘要：

  A synthetic approach to hydroindenic inotropic agents has been developed, starting from enantiopure Hajos-Parrish (1), Hajos-Wiechert (2), and related diketones. Their transformation: into C-l formyl derivatives and other subsequent synthetic targets is described. The results of the thermodynamic equilibration between both epimers of each formyl derivative are analysed. The inotropic activities of selected compounds on right and left atrial preparations are also evaluated and discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00251-5
• 作为产物：
  描述：

  (1S,7aR)-1-(hydroxymethyl)-7a-methyl-2,3,7,7a-tetrahydro-1H-inden-5(6H)-one 在 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 以84%的产率得到(1S,7aR)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-indene-1-carbaldehyde
  参考文献：
  名称：

  CONTRACEPTIVE AGENTS

  摘要：

  这项发明提供了式I、II、III或IV的化合物： 其中R1至R11、X和Y具有规范中定义的任何值。这些化合物抑制Na、K-ATPase α4，并可用作避孕剂。

  公开号：

  US20140005132A1

文献信息

• Inotropic Activity of Hydroindene Amidinohydrazones
  作者：Luis G. Sevillano、Concepción P. Melero、Esther Caballero、Fernando Tomé、Lionel G. Lelièvre、Käthi Geering、Gilles Crambert、Rosalía Carrón、Manuel Medarde、Arturo San Feliciano

  DOI：10.1021/jm0109309

  日期：2002.1.1

  Several hydroindenic derivatives (7a-methyl-2,3,5,6,7,7a-hexahydro-1H-indenes), bearing an amidinohydrazone at C-5 and different moieties at C-1, have been synthesized and evaluated for their inotropic and chronotropic effects on right- and left-guinea-pig-atria activity. Three of them showed the same profile as digoxin, although with lower potency. The effect on Na+,K+-ATPase (NKA) was also evaluated for these three compounds, observing that two of them, with the same absolute configuration as natural cardenolides, are also NKA inhibitors, while the compound with the opposite configuration lacks such an effect. More interestingly, both active compounds act without affecting the cardiac rhythm. This could be related to the selective inhibition of the human alpha(2)beta(1) isozyme (associated with the inotropic effect) with respect to the alpha(1)beta(1) isozyme (associated with the maintenance of basal ionic levels in the cell and the toxic effect of cardenolides).
• US9670247B2
  申请人：——

  公开号：US9670247B2

  公开（公告）日：2017-06-06
• CONTRACEPTIVE AGENTS
  申请人：Blanco Gustavo

  公开号：US20140005132A1

  公开（公告）日：2014-01-02

  The invention provides compounds of formula I, II, III, or IV: wherein R 1 to R 11 , X, and Y have any of the values defined in the specification. The compounds inhibit Na, K-ATPase α4 and are useful as contraceptive agents.

  这项发明提供了式I、II、III或IV的化合物： 其中R1至R11、X和Y具有规范中定义的任何值。这些化合物抑制Na、K-ATPase α4，并可用作避孕剂。
• Synthesis and inotropic activity of hydroindene derivatives
  作者：Luis G. Sevillano、Concepción P. Melero、Melchor Boya、Jose Luis López、Fernando Tomé、Esther Caballero、Rosalı́a Carrón、M. José Montero、Manuel Medarde、Arturo San Feliciano

  DOI：10.1016/s0968-0896(99)00251-5

  日期：1999.12

  A synthetic approach to hydroindenic inotropic agents has been developed, starting from enantiopure Hajos-Parrish (1), Hajos-Wiechert (2), and related diketones. Their transformation: into C-l formyl derivatives and other subsequent synthetic targets is described. The results of the thermodynamic equilibration between both epimers of each formyl derivative are analysed. The inotropic activities of selected compounds on right and left atrial preparations are also evaluated and discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.